Anthracene dye and process of making same.



f UN TED sirrne P IEN ori ice.

MAX HENRY Isms; OF'MA'NNHBIM," GERMANY, ssreuoa'ro BAmscHE AinLmasonA FRIK, or LUDWIGS'HAFEN-ONLTHE 'RHINE, GERMANY, ACORPORATIQN'.

nmr macnm: DYE AND rnocnss'olr MAKING S JQB- 'To may concern: Beut knownthat 1, MAX HENRY IsLER, chem st, citizen of the Swiss Republic,residing at Mannheim,'Germany, have invented.

6 new anduseful Improvements in' Anthracene Dies and Process of Makingthe Same, of

w ich thefollowingisaspecification 'I have discovered thatamidoanthraquinones, for instance l-amidoanthraquinone, 10 '2.-amidoanthra uinone, and the diamidoan- 'thraquinone o' tainable byreducing specification of the German Patent No. 72,685, can by treatmentwith a metal (for instance copper, or aluminum) in sulfuric acidsolution be converted into vat coloring matters possessing satisfactoryfastness. My new coloring mattersare characterized by the followingproperties. They are insoluble in water and in caustic soda solutiomandare soluble in' concentrated sulfuric acid yielding from olive-brown toreddish brown solutions the'color of which does not. alter on theaddition of boric acid. They are also.

soluble in 78% nitric acid givingfrom yellow- 4 brown to red-brownsolutions. In alkaline hydrosulfite solution they yield from brownv1oletto violet vats which color cotton similar shades and these shades uponwashing are converted into from olive-green to brown shades of excellentfastness.

The coloring matter which I desire to claim specifically is thatobtainablefrom 2-amidoanthraquinone and in articular it yields reddishbrown solutions 0th in concentrated sulfuric acid and in 78% nitricacid, and with alkaline hvdrosulfite solution it gives a violet vatwhich colors cotton violet and this shade upon washing is converted 40into a fast brown.

' grees centigrade.- Then introduce the melt' into water, filter off thecoloring matter which separates out, and wash it with water 56 till itis neutral. Withalkaline hydrosulfite' Specification of LettersPatejntgz A aranth and August 28. 1901. an; in. spasm.

the. alpha-dinitroanthraquinone described 1n the-- v r s ue- Jan. 7,1908.;

lds abrown-violet'vat which dyes eot-v ton-brbwn-violet which on washingis con verted into olive-green. "k Example 2; Dissolve fifty .parts of-2'-amidoanthraquinone in five hundred (500) 60 partsofninety (90) percent. sulfuric acid add fifty*(50) parts of copper powder and i heat themixture, while, stirring, for nine (9) hours at a temperature of ninety(90) de -n1, grees centi ade. Work up the melt as del scribed in t eforegoing first example. With alkaline hydrosulfite the coloring matteryields a violet'vat which dyes cotton violet, which on washing is.converted into brown.

'ExampleB: Dissolve fifty (50) parts of the v0 diamidoanthraquinoneobtainable by reduc-w ing the al ha-dinitroanthraquinone produced asdescriiied in the specification of theGerf man Patent No. 72,685, infive hundred;.(500) parts of ninety-seven (97) or cent.-sulfu'ricacidadd fifty (50) parts o copper owder, arid heat the whole,while"stirr1ng,'1 or nine (9) hours at 'a temperature of ninety degreescentigrade. Work up the melt-in'the manner described in the foregoingfirs'tgex-jan ample. The coloring matteris similar-11:0- that producedaccording to the foregoing sec- 0nd example. I

Now what I claim is: 1; The process of producim coloring mat- 86 ter ofthe anthraeene series hy treating amidoanthraquinone with a metal in.sul ric acid solution. 2. The process of producing coloring mat- I terof the anthracen'e series by treatingt2- 90 amidoanthraquinone withcopper powder in sulfuricacid solution.

3. As new articles of manufacture the coloring matters of the anthraceneseries which can be obtained by treating an amidoanthrali quinone with ametal in sulfuric acid solution, which coloring matters are insoluble inwater andin caustic soda solution. are soluble in concentrated sulfuricacid yielding from olive-brown to reddish brown solutions the color ofwhich does not alter on the ad'dition;--

of boric acid, are also soluble in 78% nitric'll acid giving fromyellow-brown to red-brown .1 solutions, and are soluble in alkalinehydrovl; sulfite solution yieldingfrom brown-vio at $61 10. violet vatswhich-dyenotton substantively yielding from olive-green to brown shades.

4. As a new article of manufacture the 0015 orin matter of thearithracene series which can e obtained by treating 2-amidoanth'ra-' 1wvLions, and is soluble in alkaline hydrosulfite Witnesses:

quinone with copper powder in sulfuric acid In testimony whereof I havehereunto set solution, which coloring matter is insoluble my hand in thepresence of two subscribing 10 i1} Water and in caustic soda solution,1s solu- Witnesses. b e both in concentrated sulfuric acid and in ,r Y T78% nitric acid yielding reddishbroWn solu- MAX BERRY I solution yieldina violet vat which dyes cot-1 J. Ame. LLoYD,

ton substantively brown shades. ERNEST EHRHARDT.

